Rich scholar Simon Qing (Lam Wai Kin) has yet to lose his virginity despite being schooled in the art of love by his virile father (Norman Tsui Siu Keung). All that changes when he meets first love Violetta (Uehara Kaera), who introduces Simon to manhood through many encounters and even more positions. However, their multiple trysts fail to create a lasting love.

Heartbroken, Simon takes to the road, where he meets a new woman, inexperienced nun Moon (Wakana Hikaru), who abandons her chaste ways to learn all about carnal pleasure from Simon. But even after marrying Moon, Simon is not satisfied, and his morality slowly erodes in favor of his boundless lust. He soon falls for Golden Lotus (Hayakawa Serina), who charms him with her natural beauty and small bound feet. Golden Lotus is married to ugly merchant Wu Da Lang (Ng Chi Hung), but even the covenant of marriage is no obstacle to Simon. Together, he and Golden Lotus plot Da Lang’s murder, so that she can join Simon’s growing harem of wives.